Compound information
- Natural Products
- ZC583031
- Molecular Formula
- C18H22N2O4
- Molecular Weight
- 330.157957184 g/mol
- Structure
-
- IUPAC Name
- (1R,2R)-2-[(2S)-2-(benzamidomethyl)piperidine-1-carbonyl]cyclopropanecarboxylic acid
- InChI
- InChI=1S/C18H22N2O4/c21-16(12-6-2-1-3-7-12)19-11-13-8-4-5-9-20(13)17(22)14-10-15(14)18(23)24/h1-3,6-7,13-15H,4-5,8-11H2,(H,19,21)(H,23,24)/t13-,14+,15+/m0/s1
- InChI Key
- NJGPMHPBJHYTQG-RRFJBIMHSA-N
- SMILES
- O=C(NC[C@@H]1CCCCN1C(=O)[C@@H]1C[C@H]1C(=O)O)c1ccccc1
- Source
- ZINC000249307801
Warheads
- Cyclopropane
-
ADMET Property
Physicochemical Property
| Property | Value | Property | Value |
|---|---|---|---|
| Heavy Atom Count | 24 | Ring Count | 3 |
| Heteroatom Count | 6 | Rotatable Bond Count | 5 |
| Hydrogen Bond Acceptor Count | 3 | Hydrogen Bond Donor Count | 2 |
| Topological Polar Surface Area | 86.71 Å2 | LogP | 0.837 |
| LogS | -2.544 | LogD | 0.455 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.014 | Pgp substrate | 0.929 |
| HIA | 0.894 | F20 % | 0.996 |
| F30 % | 0.902 | Caco-2 | -6.137 |
| MDCK | -5.871 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.053 | PPB | 60.191 |
| VD | 0.835 | Fu | 0.463 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.08 | CYP1A2 substrate | 0.31 |
| CYP2A6 substrate | 0.473 | CYP2B6 substrate | 0.506 |
| CYP2C19 inhibitor | 0.014 | CYP2C19 substrate | 0.483 |
| CYP2C8 substrate | 0.342 | CYP2C9 inhibitor | 0.012 |
| CYP2C9 substrate | 1.0 | CYP2D6 inhibitor | 0.026 |
| CYP2D6 substrate | 0.221 | CYP2E1 substrate | 0.396 |
| CYP3A4 inhibitor | 0.014 | CYP3A4 substrate | 0.996 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.779 | CL | 2.127 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.003 | Hepatotoxicity | 0.176 |
| Mutagenicity | 0.013 | Rat Oral Acute Toxicity | 0.1 |
| FDAMDD | 0.438 | Skin Sensitization | 0.021 |
| Carcinogenicity | 0.001 | Eye Corrosion | 0.005 |
| Eye Irritation | 0.63 | Respiratory Toxicity | 0.073 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | -0.779 | IGC50 | 2.295 |
| LC50FM | -3.157 | LC50DM | 1.063 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.429 | NR-AR-LBD | 0.44 |
| NR-AhR | 0.004 | NR-Aromatase | 0.026 |
| NR-ER | 0.388 | NR-ER-LBD | 0.313 |
| NR-PPAR-gamma | 0.41 | SR-ARE | 0.124 |
| SR-ATAD5 | 0.379 | SR-HSE | 0.06 |
| SR-MMP | 0.011 | SR-p53 | 0.038 |
Similar covalent drugs
No similar covalent drugs found for this compound.